Winchester North

Winchester North is a townhome and condo community in Northbrook, Illinois built between 1990 and 1991. Everything below comes straight from the MLS and updates hourly.

1990–1991Years built

2,247–2,486 sqftHome sizes

$10,100Avg annual property tax

Wheeling High SchoolHigh school

Schools typically serving Winchester North: Walt Whitman Elementary School · Oliver W Holmes Middle School · Wheeling High School (assignments can vary by address — always verify with the district)

Live from the MLS

Homes for sale in Winchester North, Northbrook

Updated 8/25/2026 9:23 PM CDT · Listings courtesy of MRED as distributed by MLS GRID

0Active listings

0Under contract

2Sold, last 6 months

$549,900Median sale price (6 mo)

8Avg days on market

99.4%Sale-to-list ratio

Thinking of selling here? 2 homes closed in Winchester North, Northbrook in the last 6 months at a median of $549,900. Get your free valuation →

Listings courtesy of MRED as distributed by MLS GRID. MLS GRID

Based on information submitted to the MLS GRID as of 8/25/2026 9:23 PM CDT. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Properties displayed may be listed or sold by various participants in the MLS.

IDX information is provided exclusively for consumers' personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data is deemed reliable but is not guaranteed by MLS GRID. Use of this site's search and display of listing data is subject to our Terms of Use. Some listings have been excluded from this website.

Recent sales in Winchester North

Address	Beds / Baths	Sold	Price
61 Caribou Crossing	3 bd / 2.5 ba	Jul 2026	$549,900
15 Caribou Xing	4 bd / 2.5 ba	Jun 2026	$612,500

Sold data courtesy of MRED as distributed by MLS GRID; properties may be listed or sold by various participants in the MLS.

🔍 Heads up: Listing agents don’t always tag a home with its subdivision in the MLS, so some Winchester North homes may only appear in the broader Northbrook results. See every Northbrook listing →

🏠 Thinking about Winchester North? We’ve been selling here for 26 years — including off-market and Private Listing Network homes that never reach public sites. Talk to Dawn & Josh →